The impact of the size, shape, and distribution of lipophilic regions on the surfaces of nanoscopic objects that are amphiphilic or patchy (such as proteins) are yet to be fully understood.  We discovered a series of 8-aryl-2'-deoxyguanosine (8ArG) derivatives exhibit the LCST phenomenon in aqueous media. Thermoresponsive 8ArG derivatives self-assemble in discrete supramolecular hexadecamers that are composed of sixteen subunits held together by a combination of non-covalent forces. Self-assembly offers a complemented strategy with LCST for the development of hydrophobic patches by the modulation of the hydrophobic properties of these 8ArG derivatives. The synthetic strategy relies on the design of 8ArG isomeric derivatives by affecting the hydrophobic 3D structure of the resulting discrete supramolecular structures. We will show 1D/2D-NMR and other studies regarding the supramolecular structure and properties of these compounds.  These results may impact the study of protein folding/assembly and may lead to the development of important technological applications.

Hydrophobic modulation of patchy thermosensitive self-assembled supramolecules

243rd National Meeting (2012)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.